ISSN:
0009-2940
Keywords:
Barbaralane, 2,6-diphenyl-
;
Bicyclo[3.3.1]nona-2,6-diene, 2,6-diphenyl-, deprotonation of, by butylpotassium
;
Bicyclo[3.3.1]nonadienediide, dipotassium, oxidation of, by 1,2-dibromoethane
;
Reversed-phase liquid chromatography, preparative, of hydrocarbons
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The diphenylbicyclo[3.3.1]nonadiene 11 is deprotonated by butylpotassium to afford the black-red crystalline dipotassium diphenylbicyclo[3.3.1]nonadienediide 12. At low temperatures, 12 is oxidized in tetrahydrofuran solution by 1,2-dibromo-ethane yielding the diphenylbarbaralane 13 which is isolated in 57% yield on a 20-mmol scale after cyclic liquid chromatography on C18 reversed-phase silica gel with methanol. The packing procedure for suitable columns is also detailed.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19931260629
Permalink